Synthesis of CF3-containing oxazolines via trifluoromethylation of allylamides with Togni reagent in the presence of alkali metal iodides

Kawamura Shintaro; Sekine Daisuke; Sodeoka Mikiko

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Synthesis of CF3-containing oxazolines via trifluoromethylation of allylamides with Togni reagent in the presence of alkali metal iodides

机译：在碱金属碘化物存在下，通过三氟甲基化通过三氟甲基化合物合成含CF3的恶唑啉。在碱金属金属碘化物存在下

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摘要

We report an efficient synthetic method for CF3-containing oxazolines via trifluoromethylation of allylamides by using Togni reagent in the presence of alkali metal iodides, which play a key role in selective production of the desired oxazoline. The reaction did not proceed efficiently with copper catalysts commonly used for oxytri-fluoromethylations. Our method afforded a wide variety of CF3-containing oxazolines, which are potential candidates for pharmaceuticals, agrochemicals, and functional materials.

机译：通过在碱金属碘化物存在下，通过使用TOGNI试剂来通过三氟试剂报告含CF3的恶唑啉的高效合成方法。反应没有有效地进行常用于氧化氟甲基化的铜催化剂。我们的方法提供了各种含CF3的恶唑啉，这是药物，农用化学品和功能材料的潜在候选者。

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来源
《Journal of Fluorine Chemistry》 |2017年第2017期|共7页
作者
Kawamura Shintaro; Sekine Daisuke; Sodeoka Mikiko;
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作者单位

RIKEN Ctr Sustainable Resource Sci 2-1 Hirosawa Wako Saitama 3510198 Japan;

RIKEN Synthet Organ Chem Lab 2-1 Hirosawa Wako Saitama 3510198 Japan;

RIKEN Ctr Sustainable Resource Sci 2-1 Hirosawa Wako Saitama 3510198 Japan;

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原文格式 PDF
正文语种 eng
中图分类化学;
关键词
Togni reagent; Trifluoromethylation; Oxazoline; Iodide salt;

机译：Togni试剂;三氟甲基化;恶唑啉;碘化物盐;

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1. Synthesis of CF3-containing oxazolines via trifluoromethylation of allylamides with Togni reagent in the presence of alkali metal iodides [J] . Kawamura Shintaro, Sekine Daisuke, Sodeoka Mikiko Journal of Fluorine Chemistry . 2017,第期

机译：在碱金属碘化物存在下，通过三氟甲基化通过三氟甲基化合物合成含CF3的恶唑啉。在碱金属金属碘化物存在下
2. Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni's Reagent [J] . Chen Yanchi, Ma Guobin, Gong Hegui Organic letters . 2018,第15期

机译：用Togni试剂铜催化的烷基碘的还原三氟甲基化
3. Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination [J] . Jiyun Sun, Xiaohua Zhen, Huaibin Ge, Beilstein journal of organic chemistry. . 2018,第1期

机译：通过Togni试剂介导的三氟甲基化然后由PhIO介导的叠氮化反应合成三氟甲基化2H-叠氮基
4. TRIFLUOROMETHYLATION OF ENDOHEDRALMETALLOFULLERENES M@C82 (M = Y, Ce): SYNTHESIS,ISOLATION AND STRUCTURE [C] . I.E. KAREEV, V.P. BUBNOV, D.N. FEDUTIN, NATO Advanced Research Workshop on Hydrogen Materials Science and Chemistry of Carbon Nanomaterials . 2007

机译：Endohedralmetallofullerenes M @ C82（M = Y，Ce）的三氟甲基化：合成，分离和结构
5. Preparation and Use of Alkali Metals (Li and Na) in Alumina and Silica Gel as Reagents in Organic Syntheses [D] . Jalloh, Fatmata 2017

机译：氧化铝和硅胶中碱金属（锂和钠）的制备及其在有机合成中的应用
6. Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination [O] . Jiyun Sun, Xiaohua Zhen, Huaibin Ge, 2018

机译：通过Togni试剂介导的三氟甲基化然后由PhIO介导的叠氮化反应合成三氟甲基化2H-叠氮基
7. A Metal-Free Facile Construction of C(sp3) –CF3 Bond: Trifluoromethylation of Hydrazones with Togni’s Reagent under Mild Conditions [O] . Zhen Luo, Xinlong Han, Huiying Zeng, 2019

机译：无金属化容器C（SP3）-CF3键：含有Togni试剂的三氟甲基化，在温和条件下
8. Addition Compounds of Alkali Metal Hydrides. 13. Reactions of Alkali Metal Hydrides with Trialkylboranes. Synthesis and Dissociation of Alkali Metal Trialkylborohydrides. Ethyl Ether-Organoborane as a Reversible 'Solvent' for Lithium Hydride. [R] . Brown, H. C., Khuri, A., Kim, S. C. 1977

机译：碱金属氢化物的加成化合物。 13.碱金属氢化物与三烷基硼烷的反应。碱金属三烷基硼氢化物的合成与解离。乙醚 - 有机硼烷作为氢化锂的可逆“溶剂”。

Synthesis of CF3-containing oxazolines via trifluoromethylation of allylamides with Togni reagent in the presence of alkali metal iodides

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